Directed synthesis of fluorine containing 2,3-dihydrobenzo[b][1,4]oxathiine derivatives from polyfluoroarenes

Larisa Politanskaya; Evgeny Tretyakov

doi:10.1016/j.jfluchem.2020.109592

Directed synthesis of fluorine containing 2,3-dihydrobenzo[b][1,4]oxathiine derivatives from polyfluoroarenes

Larisa Politanskaya, Evgeny Tretyakov

Кафедра общей химии ФЕН

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

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Аннотация

Polyfluorinated 2,3-dihydrobenzo[b][1,4]oxathiines were synthesized starting from monosubstituted hexafluorobenzenes and 2-mercaptoethanol via aromatic nucleophilic substitution of fluorine atoms in good yields. The reactions take place under mild reaction conditions and require readily available starting materials. The possibility of structural modifications of the obtained heterocycles through interaction with phenylethylamine and potassium methylate was demonstrated.

Язык оригинала	английский
Номер статьи	109592
Число страниц	7
Журнал	Journal of Fluorine Chemistry
Том	236
DOI	https://doi.org/10.1016/j.jfluchem.2020.109592
Состояние	Опубликовано - 1 авг. 2020

Предметные области OECD FOS+WOS

1.04 ХИМИЧЕСКИЕ НАУКИ

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@article{1bf733f8b1e545979d32ceaabe9c8529,

title = "Directed synthesis of fluorine containing 2,3-dihydrobenzo[b][1,4]oxathiine derivatives from polyfluoroarenes",

abstract = "Polyfluorinated 2,3-dihydrobenzo[b][1,4]oxathiines were synthesized starting from monosubstituted hexafluorobenzenes and 2-mercaptoethanol via aromatic nucleophilic substitution of fluorine atoms in good yields. The reactions take place under mild reaction conditions and require readily available starting materials. The possibility of structural modifications of the obtained heterocycles through interaction with phenylethylamine and potassium methylate was demonstrated.",

keywords = "Aromatic nucleophilic substitution, Fluorinated S,O-heterocycles, Polyfluorinated 2,3-dihydrobenzo[b][1,4]oxathiines, Polyfluorinated 2-(vinylthio)phenol, ANTIOXIDANT ACTIVITY, KETONES, RING, Polyfluorinated 2,3-dihydrobenzo[b][1,4] oxathiines, CYTOTOXICITY EVALUATION, EFFICIENT SYNTHESIS, SULFONES",

author = "Larisa Politanskaya and Evgeny Tretyakov",

note = "Funding Information: This work was supported by the Russian Foundation for Basic Research (grant No. 19-53-53003 ). The authors would like to acknowledge the Multi-Access Chemical Research Center SB RAS for spectral and analytical measurements. Publisher Copyright: {\textcopyright} 2020 Elsevier B.V.",

year = "2020",

month = aug,

day = "1",

doi = "10.1016/j.jfluchem.2020.109592",

language = "English",

volume = "236",

journal = "Journal of Fluorine Chemistry",

issn = "0022-1139",

publisher = "Elsevier",

}

Directed synthesis of fluorine containing 2,3-dihydrobenzo[b][1,4]oxathiine derivatives from polyfluoroarenes. / Politanskaya, Larisa; Tretyakov, Evgeny.

В: Journal of Fluorine Chemistry, Том 236, 109592, 01.08.2020.

Результат исследования: Научные публикации в периодических изданиях › статья › рецензирование

TY - JOUR

T1 - Directed synthesis of fluorine containing 2,3-dihydrobenzo[b][1,4]oxathiine derivatives from polyfluoroarenes

AU - Politanskaya, Larisa

AU - Tretyakov, Evgeny

N1 - Funding Information: This work was supported by the Russian Foundation for Basic Research (grant No. 19-53-53003 ). The authors would like to acknowledge the Multi-Access Chemical Research Center SB RAS for spectral and analytical measurements. Publisher Copyright: © 2020 Elsevier B.V.

PY - 2020/8/1

Y1 - 2020/8/1

N2 - Polyfluorinated 2,3-dihydrobenzo[b][1,4]oxathiines were synthesized starting from monosubstituted hexafluorobenzenes and 2-mercaptoethanol via aromatic nucleophilic substitution of fluorine atoms in good yields. The reactions take place under mild reaction conditions and require readily available starting materials. The possibility of structural modifications of the obtained heterocycles through interaction with phenylethylamine and potassium methylate was demonstrated.

AB - Polyfluorinated 2,3-dihydrobenzo[b][1,4]oxathiines were synthesized starting from monosubstituted hexafluorobenzenes and 2-mercaptoethanol via aromatic nucleophilic substitution of fluorine atoms in good yields. The reactions take place under mild reaction conditions and require readily available starting materials. The possibility of structural modifications of the obtained heterocycles through interaction with phenylethylamine and potassium methylate was demonstrated.

KW - Aromatic nucleophilic substitution

KW - Fluorinated S,O-heterocycles

KW - Polyfluorinated 2,3-dihydrobenzo[b][1,4]oxathiines

KW - Polyfluorinated 2-(vinylthio)phenol

KW - ANTIOXIDANT ACTIVITY

KW - KETONES

KW - RING

KW - Polyfluorinated 2,3-dihydrobenzo[b][1,4] oxathiines

KW - CYTOTOXICITY EVALUATION

KW - EFFICIENT SYNTHESIS

KW - SULFONES

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DO - 10.1016/j.jfluchem.2020.109592

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